Houses in Highland and B&Bs – Holiday Lettings - Holiday Rentals Highland

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70 Holiday homes

(2) Excellent 

    36

    Home rental in Highland with swimming pool, golf nearby

    New York / Highland

    2 6 2 nights min

    • 2 bedrooms
    • sleeps 6
    • 2 nights min
    • Nearest beach 31 km
    • Swimming pool
    • Child friendly

    from £99 / night

    £779 - £1,914 / week

    Book View

    Responds fast!
    avg. 2 hours 23 minutes

    from £99 / night

      57

      Home rental in Highland

      New York / Highland

      4 8 3 nights min

      • 4 bedrooms
      • sleeps 8
      • 3 nights min
      • Nearest beach 14 km
      • Swimming pool
      • Child friendly

      from £1,076 / night

      £7,322 / week

      Book View

      Responds fast!
      avg. 29 minutes

      from £1,076 / night

        15

        Holiday home letting

        New York / Highland

        3 6 7 nights min

        • 3 bedrooms
        • sleeps 6
        • 7 nights min
        • Child friendly
        • Ask about pets

        from £135 / night

        £946 / week

        Book View

        Responds fast!
        avg. 5 minutes

        from £135 / night

          45

          Highland holiday b&b rental

          New York / Highland

          1 2 1 night min

          • 1 bedroom
          • sleeps 2
          • 1 night min
          • Air conditioning

          from £203 / night

          £1,418 / week

          Book View

          from £203 / night

            45

            Holiday b&b in Highland

            New York / Highland

            1 2 1 night min

            • 1 bedroom
            • sleeps 2
            • 1 night min
            • Air conditioning

            from £225 / night

            £1,576 / week

            Book View

            from £225 / night

              45

              Holiday b&b in Highland

              New York / Highland

              1 2 1 night min

              • 1 bedroom
              • sleeps 2
              • 1 night min
              • Air conditioning
              • Private garden

              from £197 / night

              £1,376 / week

              Book View

              from £197 / night

                45

                Holiday home in Highland

                New York / Highland

                4 8 1 night min

                • 4 bedrooms
                • sleeps 8
                • 1 night min
                • Air conditioning

                from £898 / night

                £6,284 / week

                Book View

                from £898 / night

                  45

                  Holiday b&b in Highland

                  New York / Highland

                  1 2 1 night min

                  • 1 bedroom
                  • sleeps 2
                  • 1 night min
                  • Air conditioning

                  from £225 / night

                  £1,571 / week

                  Book View

                  from £225 / night

                  Great rentals within 20 miles that match your search

                  Distance approx 14.55 miles from Highland

                  (2) Very Good 

                    11

                    Newburgh holiday b&b rental

                    New York / Newburgh

                    2 4 1 night min

                    • 2 bedrooms
                    • sleeps 4
                    • 1 night min
                    • Child friendly
                    • Car not necessary
                    • Air conditioning

                    from £88 / night

                    £614 / week

                    Book View

                    from £88 / night

                    Distance approx 10.8 miles from Highland

                      9

                      Holiday bungalow letting

                      New York / Ulster Park

                      1 2 2 nights min

                      • 1 bedroom
                      • sleeps 2
                      • 2 nights min
                      • Child friendly
                      • Air conditioning

                      from £112 / night

                      £623 / week

                      Book View

                      from £112 / night

                      Distance approx 11.69 miles from Highland

                        38

                        Home rental in New Paltz

                        New York / New Paltz

                        3 8 3 nights min

                        • 3 bedrooms
                        • sleeps 8
                        • 3 nights min
                        • Beach / lakeside relaxation
                        • Swimming pool
                        • Child friendly

                        from £849 / night

                        £5,717 / week

                        Book View

                        from £849 / night

                        Distance approx 15.88 miles from Highland

                          8

                          Holiday b&b in Kingston

                          New York / Kingston

                          1 2 1 night min

                          • 1 bedroom
                          • sleeps 2
                          • 1 night min
                          • Child friendly
                          • Air conditioning

                          from £72 / night

                          £447 / week

                          Book View

                          from £72 / night

                          Distance approx 5.02 miles from Highland Show on Map

                            16

                            Holiday home in Poughkeepsie

                            New York / Poughkeepsie

                            3 7 2 nights min

                            • 3 bedrooms
                            • sleeps 7
                            • 2 nights min
                            • Child friendly
                            • Pet friendly

                            from £268 / night

                            £1,876 / week

                            Book View

                            from £268 / night

                            Distance approx 10.36 miles from Highland

                            (2) Excellent 

                              26

                              Home rental in Ulster Park

                              New York / Ulster Park

                              2 5 2 nights min

                              • 2 bedrooms
                              • sleeps 5
                              • 2 nights min
                              • Child friendly
                              • Air conditioning
                              • Pet friendly

                              from £223 / night

                              £1,557 / week

                              Book View

                              Responds fast!
                              avg. 1 hour 17 minutes

                              from £223 / night

                              Distance approx 15.28 miles from Highland

                              (2) Excellent 

                                30

                                Rhinebeck ski home to rent.

                                New York / Rhinebeck

                                7 10 min stay varies

                                • 7 bedrooms
                                • sleeps 10
                                • min stay varies
                                • Swimming pool
                                • Ski
                                • Air conditioning

                                from £581 / night

                                £4,065 / week

                                Book View

                                Responds fast!
                                avg. 24 minutes

                                from £581 / night

                                Distance approx 17.32 miles from Highland

                                (2) Excellent 

                                  8

                                  Holiday home in Gardiner

                                  New York / Gardiner

                                  3 6 3 nights min

                                  • 3 bedrooms
                                  • sleeps 6
                                  • 3 nights min
                                  • Child friendly

                                  from £225 / night

                                  £988 - £1,526 / week

                                  Book View

                                  from £225 / night

                                  Distance approx 9.35 miles from Highland

                                  (1) Excellent 

                                    44

                                    Holiday studio rental

                                    New York / Ulster Park

                                    Studio 3 2 nights min

                                    • Studio
                                    • sleeps 3
                                    • 2 nights min
                                    • Child friendly

                                    from £224 / night

                                    £1,565 / week

                                    Book View

                                    Responds fast!
                                    avg. 1 hour 17 minutes

                                    from £224 / night

                                    Distance approx 9.61 miles from Highland

                                      29

                                      Ulster Park holiday home accommodation

                                      New York / Ulster Park

                                      3 6 2 nights min

                                      • 3 bedrooms
                                      • sleeps 6
                                      • 2 nights min
                                      • Child friendly
                                      • Air conditioning
                                      • Private garden

                                      from £382 / night

                                      £2,245 / week

                                      Book View

                                      from £382 / night

                                      Distance approx 14.63 miles from Highland

                                      (2) Excellent 

                                        14

                                        Holiday b&b in Kingston

                                        New York / Kingston

                                        1 3 2 nights min

                                        • 1 bedroom
                                        • sleeps 3
                                        • 2 nights min
                                        • Car not necessary
                                        • Air conditioning
                                        • Pet friendly

                                        from £193 / night

                                        £1,257 / week

                                        Book View

                                        Responds fast!
                                        avg. 15 minutes

                                        from £193 / night

                                        Distance approx 14.34 miles from Highland

                                        (5) Excellent 

                                          14

                                          Home rental in Kingston with golf nearby

                                          New York / Kingston

                                          1 4 2 nights min

                                          • 1 bedroom
                                          • sleeps 4
                                          • 2 nights min
                                          • Air conditioning
                                          • Private garden

                                          from £157 / night

                                          £763 - £1,235 / week

                                          Book View

                                          from £157 / night

                                          Distance approx 11.38 miles from Highland

                                            31

                                            Holiday apartment in Rosendale

                                            New York / Rosendale

                                            2 4 1 night min

                                            • 2 bedrooms
                                            • sleeps 4
                                            • 1 night min
                                            • Child friendly
                                            • Air conditioning
                                            • Private garden

                                            from £90 / night

                                            £629 / week

                                            Book View

                                            from £90 / night

                                            Distance approx 8.86 miles from Highland Show on Map

                                              18

                                              Home accommodation in Rifton

                                              New York / Rifton

                                              3 6 3 nights min

                                              • 3 bedrooms
                                              • sleeps 6
                                              • 3 nights min
                                              • Child friendly

                                              from £404 / night

                                              £2,828 / week

                                              Book View

                                              from £404 / night

                                              Distance approx 16.38 miles from Highland

                                                32

                                                Rhinebeck holiday home rental

                                                New York / Rhinebeck

                                                3 8 30 nights min

                                                • 3 bedrooms
                                                • sleeps 8
                                                • 30 nights min
                                                • Child friendly
                                                • Pet friendly

                                                from £210 / night

                                                £1,467 / week

                                                Book View

                                                from £210 / night

                                                Distance approx 18.24 miles from Highland

                                                (3) Very Good 

                                                  43

                                                  Home rental in Pine Bush

                                                  Catskill Region / Pine Bush

                                                  5 16 3 nights min

                                                  • 5 bedrooms
                                                  • sleeps 16
                                                  • 3 nights min
                                                  • Child friendly

                                                  from £324 / night

                                                  £2,262 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 2 hours 55 minutes

                                                  from £324 / night

                                                  Distance approx 16.27 miles from Highland

                                                    14

                                                    Cold Spring holiday home rental

                                                    New York / Cold Spring

                                                    5 9 2 nights min

                                                    • 5 bedrooms
                                                    • sleeps 9
                                                    • 2 nights min
                                                    • Swimming pool
                                                    • Child friendly
                                                    • Air conditioning

                                                    from £674 / night

                                                    £4,489 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 2 hours 16 minutes

                                                    from £674 / night

                                                    Distance approx 14.74 miles from Highland

                                                    (2) Average 

                                                      26

                                                      Holiday cottage in Rhinebeck

                                                      Rhinebeck / Hudson Valley

                                                      1 4 2 nights min

                                                      • 1 bedroom
                                                      • sleeps 4
                                                      • 2 nights min
                                                      • Beach / lakeside relaxation
                                                      • Private garden

                                                      from £157 / night

                                                      £898 / week

                                                      Book View

                                                      from £157 / night

                                                      Distance approx 14.63 miles from Highland

                                                        1

                                                        Holiday apartment rental

                                                        New York / Beacon

                                                        1 2 2 nights min

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • 2 nights min
                                                        • Air conditioning

                                                        from £203 / night

                                                        £1,418 / week

                                                        Book View

                                                        from £203 / night

                                                        Distance approx 12.65 miles from Highland

                                                          30

                                                          Holiday home in Newburgh

                                                          New York / Newburgh

                                                          2 4 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • min stay varies
                                                          • Child friendly

                                                          from £162 / night

                                                          £1,135 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 1 hour 15 minutes

                                                          from £162 / night

                                                          Distance approx 13.65 miles from Highland

                                                          (4) Excellent 

                                                            43

                                                            Rhinebeck holiday farmhouse accommodation

                                                            New York / Rhinebeck

                                                            3 6 2 nights min

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • 2 nights min
                                                            • Child friendly
                                                            • Air conditioning
                                                            • Pet friendly

                                                            from £315 / night

                                                            £1,571 / week

                                                            Book View

                                                            from £315 / night

                                                            Distance approx 14.17 miles from Highland

                                                              36

                                                              Gardiner holiday home rental

                                                              New York / Gardiner

                                                              5 24 min stay varies

                                                              • 5 bedrooms
                                                              • sleeps 24
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Air conditioning

                                                              from £901 / night

                                                              £5,402 - £7,203 / week

                                                              Book View

                                                              from £901 / night

                                                              Distance approx 7.62 miles from Highland Show on Map

                                                                26

                                                                Tillson ski apartment to rent.

                                                                New York / Tillson

                                                                2 6 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Ski
                                                                • Child friendly
                                                                • Air conditioning

                                                                from £167 / night

                                                                £1,166 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 56 minutes

                                                                from £167 / night

                                                                Distance approx 18.62 miles from Highland

                                                                (8) Excellent 

                                                                  21

                                                                  Accord holiday cottage rental

                                                                  New York / Accord

                                                                  3 8 2 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 8
                                                                  • 2 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Swimming pool
                                                                  • Child friendly

                                                                  from £347 / night

                                                                  £2,427 / week

                                                                  Book View

                                                                  from £347 / night

                                                                  Distance approx 7.89 miles from Highland Show on Map

                                                                    24

                                                                    Holiday home in New Paltz

                                                                    New York / New Paltz

                                                                    1 2 min stay varies

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • min stay varies

                                                                    from £77 / night

                                                                    £536 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 56 minutes

                                                                    from £77 / night

                                                                    Distance approx 14.63 miles from Highland

                                                                      9

                                                                      Kingston holiday b&b rental

                                                                      New York / Kingston

                                                                      1 2 1 night min

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • 1 night min
                                                                      • Car not necessary
                                                                      • Air conditioning
                                                                      • Pet friendly

                                                                      from £171 / night

                                                                      £2,049 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 15 minutes

                                                                      from £171 / night

                                                                      Distance approx 9.38 miles from Highland

                                                                        25

                                                                        Holiday home letting

                                                                        New York / Salt Point

                                                                        3 6 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Child friendly
                                                                        • Air conditioning
                                                                        • Pet friendly

                                                                        from £252 / night

                                                                        £1,765 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 56 minutes

                                                                        from £252 / night

                                                                        Distance approx 16.7 miles from Highland

                                                                        (2) Excellent 

                                                                          25

                                                                          Holiday home in Kingston

                                                                          New York / Kingston

                                                                          1 2 2 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • 2 nights min
                                                                          • Nearest beach 5 km
                                                                          • Air conditioning

                                                                          from £180 / night

                                                                          £1,081 / week

                                                                          Book View

                                                                          from £180 / night

                                                                          Distance approx 12.43 miles from Highland

                                                                            22

                                                                            Holiday home in Rhinebeck

                                                                            New York / Rhinebeck

                                                                            5 10 2 nights min

                                                                            • 5 bedrooms
                                                                            • sleeps 10
                                                                            • 2 nights min
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Air conditioning

                                                                            from £540 / night

                                                                            £3,775 / week

                                                                            Book View

                                                                            from £540 / night

                                                                            Distance approx 9.41 miles from Highland

                                                                            (1) Excellent 

                                                                              24

                                                                              Ulster Park ski home to rent.

                                                                              New York / Ulster Park

                                                                              3 8 min stay varies

                                                                              • 3 bedrooms
                                                                              • sleeps 8
                                                                              • min stay varies
                                                                              • Ski
                                                                              • Child friendly
                                                                              • Air conditioning

                                                                              from £180 / night

                                                                              £1,261 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 56 minutes

                                                                              from £180 / night

                                                                              Distance approx 16.67 miles from Highland

                                                                              (2) Very Good 

                                                                                35

                                                                                Kerhonkson holiday home rental

                                                                                Catskill Region / Kerhonkson

                                                                                2 7 2 nights min

                                                                                • 2 bedrooms
                                                                                • sleeps 7
                                                                                • 2 nights min
                                                                                • Car not necessary
                                                                                • Air conditioning
                                                                                • Pet friendly

                                                                                from £108 / night

                                                                                £712 / week

                                                                                Book View

                                                                                from £108 / night

                                                                                Distance approx 15.92 miles from Highland

                                                                                (1) Excellent 

                                                                                  17

                                                                                  Kerhonkson holiday home rental

                                                                                  Catskill Region / Kerhonkson

                                                                                  3 6 2 nights min

                                                                                  • 3 bedrooms
                                                                                  • sleeps 6
                                                                                  • 2 nights min
                                                                                  • Nearest beach 12 km
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £225 / night

                                                                                  £1,576 / week

                                                                                  Book View

                                                                                  from £225 / night

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